Modern Romance (1981)

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Modern Romance isn’t the sort of movie that will draw a lot of guys in based on the title, but that’s a shame because it’s probably one of the most ironic titles of all time. The film is from comedy genius Albert Brooks in his prime, and is a painfully hilarious look at a relationship between two people who in no way should be together but can’t commit to breaking up because their combined neediness and neurosis won’t allow it.

The movie opens with Brooks in one of the great movie breakup funks, dropping quaaludes (hello, 1970s) and fruitlessly taking up running in an attempt to distract from the pain. If you can’t laugh, cringe and identify with this, then you haven’t really had your heart ripped out. Then, as icing on the cake, once Brooks and his lady try to get back together, the experience is like watching a train wreck in slow motion. If you ever wanted to know how stupid, painful and pointless relationships can be, Modern Romance has all the answers and presents it in a way that’ll have you laughing too hard to feel like you’re learning something.